How I Started with my Sister
My sick obsession began when I was a giving my boards in high school when I first became interested in girls as well as wanting to have sex. My sister is a very pretty girl with a gorgeous slender body, a tight little firm ass, nice hard round little tits with perky nipples, sexy long legs, beautiful long black hair & as I imagine, the tightest smooth bald pussy. My mother was pretty much a useless drunk who was habitually away from home often and with dad living several hundred miles away my sister & I were often home alone. The very first time I ever got an erection was from seeing my sister in nothing but her bra and panties as she was non chalant about parading around the house in her underwear. Seeing her like this made me desire her & I often masturbated as I fantasized about having sex with her. This would later on progress to something more.
One hot summer day we were sitting on the sofa together in our underwear watching wrestling matches on tv. My sister always wore either silk, satin or some other soft shiny fabics and always sexy & revealing. I always got a secret hardon for her. She began shoving me off the couch taunting me to play wrestling with her and after a few moments we were on the floor rolling around when all of a sudden I was on my back with her sitting right on my hard cock as she had my arms pinned down on the floor over my head as she laughed & said “You have a hardon”. I was a little embarrassed & didn’t want my sister to think I was some kind of sick weirdo and couldn’t think of what to say. The sensation of her body on top of my swelling erection was exciting as the fabric of my soft silk boxers gently caressed my cock with the weight of her body beginning to slide & rock on me. She laughed as she pushed down harder on me, gently rocking back & forth. “Do I make you horny. ” . Stupidly I replied “yes”. she continued to rock on my cock but now a bit more viorously and I was enjoying the sensation of it. she let go of my arms & I placed my hands on her waist & guided her back & forth more. “you like this” she said and I said yes. She continued to rock back & forth on my hard dick until I cummed in my shorts. As I cummed I held her still on my exploding erection as she laughed “Did I just make you cum”. I sighed “yes”. she laughed & got off of me & I could see a wet spot on her underwear that were tight & snug against her cameltoe pussy. she walked away laughing and I wasn’t sure how to feel about it.
She was the first girl to cause me to have an erection, the first girl I ever fantasized about during masturbation & she was the first girl to make me cum. After that first time I desired her more than ever before and since I enjoyed how my silk boxers felt sliding against my penis’ skin I began exploring my sisters panty drawer when she was not home. I smelled her panties & breathed in the scent of her tight pussy. Thinking about her tight pussy got me hard & I would strip naked & put on her panties. The soft shimmery fabric caused my cock to harden more & I enjoyed how exciting it felt & would masturbate and jerk off into her panties. I masturbated in my sisters underwear often, sometimes more than once a day hoping she didn’t know.
This continued for a couple weeks after our first game together until one day she came home unexpectedly & caught me half asleep in my bed in a pair of her satin panties, naturally they were wet with cum as I fell asleep just after cumming inside them. I woke up to the sound of her laughter and felt her hand rubbing my cock that was now getting hard. She continued to laugh as she rubbed my hard penis that was beneath her cum soaked satin panties. “Are you a fag” she said. “what, fuck you. no, I’m not” I said angrily as I sat up wishing I hadn’t as she let go of my hard cock. I was hoping she was going to jerk me off to ejaculation but now I was pissed off and I took off her panties that I was wearing. I caught her staring at my erect penis with a smile on her face as she said “Do you always have a hardon for me”. I lied & told her no. she began undressing and said “want me to make you cum again?”, of course the answer was yes and I wondered if she was going to let me have sex with her since I was fully naked with a hard cock exposed to her. “wanna hump me” she asked. I told her yes as I began to lay down next to her but she stopped me and said “not naked you weirdo. “. “put my underwear back on” as she handed me the panties. I slipped back on her panties that I was wearing earlier & stood there as she laughed “I can’t believe you jerk off in my underwear. your such a weirdo”. embarressed I told her that I like how it feels & that it feels good. She continued laughing. Abit annoyed that she was laughing at me I began ticking her ribs causing her to laugh more. As I continued tickling her she was now all over the place rolling around. Together in sexy girls underwear we rolled aound tickling each other, meanwhile my cock hard as a rock as I finally ended up on my back with her on top of me, but she was facing the ceiling and my hard cock was right between her firm little ass cheeks that squeezed my dick every time I started tickling.
I loved how her soft skin felt beneath my finger tips and began exploring her body with my hands feeling her belly. As I explored her body, touching her, feeling her, she excercised her buttocks that repeatedly squeezed & unsqueezed causing me wanting to fuck her. I began rubbing her tits. I never touched her tits before & I loved how they felt as I gently squeezed them. She lightly moaned as I rubbed her tits. I kept one hand on her breast while my other hand gently caressed her belly and on down to her pussy. I felt & rubbed her little mound and could feel her pussy lips beneath her satin panties. She continued to squeeze my cock with her ass cheeks as I rubbed her pussy and pushed her down harder onto me, guiding her in a rocking motion on top of me. For 20 minutes I felt up my sister while she used her tight little ass to make me cum. We laid down side by side for a few minutes saying nothing to each other. I was sticky with cum and decided to take a shower.
When I returned to my room after my shower I was pleased to see my sister in my bed, still in her white satin panties. She was sound asleep on her stomach. She has such a lovely ass I thought as my cock began stiffening at the thought of how much I wanted to fuck her. I was fully naked having just come out of the shower & I the thought of trying to fuck her crossed my mind. Seeing that she was asleep I thought it would be ok for me to try to fuck her, but then I got afraid that she would get mad.
I sat on the bed and began feeling her ass. I liked how her ass felt. nice & cushy soft and now I was very horny. Seeing that she didn’t wake up while I was rubbing her ass, I mounted her. I slightly pulled her butt cheeks apart so that my stiff erection was right between her lovely cheeks & began humping my sisters lovely tight little ass. I was hard as a rock & wanted to cum so began humping harder and I placed my hands beneath her to feel up her pussy as I humped her. As I began cumming on my sisters tight ass she woke up and said “what are you doing? You trying to rape me. get off of me”. I held her tightly as I cummed between her ass cheeks soaking her satin panties in hot sticky cum. “get off of me” she demanded. Embaressed and not knowing what to say I got off of my sister. She left the room very angry.
For the next couple weeks my sister did not talk to me and she no longer walked around in her underwear anymore. I didn’t want her to be mad at me & I desperately wanted to have sex with her but couldn’t think of any games to come up with to get her to play with me.
I loved her panties & figured since she knows about me jerking off in them that it would be ok to steal a pair, but when I went through her drawers I found a sexy red satin teddy. I didn’t know my sister wore lingerie as I never saw her wearing this before. It was the only piece of lingerie there, but I took it anyway hoping she would not notice.
I would wear her satin teddy & hump my pillow pretending it was her and make myself cum. I couldn’t put the teddy back with cum all over it so stuffed it under my mattress so to hide it hoping she wouldn’t notice.
One day after school I was masturbating while wearing her sexy satin teddy & I heard her key in the door. I quickly took off the teddy & pulled the covers over me and pretended I was alseep. I had the teddy in my hands when I heard my sister & her friend Lisa walking by my room. I heard her call my name. I didn’t move, when all of a sudden my blankets were yanked off the bed & I was exposed butt naked with cum still dripping from my penis & her cum soaked teddy in my hands. I heard the girls laughter and I was very embarressed. “You’re a weirdo” my sister said to me as I pulled the covers over my cock. “I’m going to tell everybody” she said. I begged her not to. “Please don’t. I’ll do anything. please don’t tell anyone” I begged.
“Anything, huh”. “Prove it” she said and then she whispered something into Lisa’s ear as she began giggling. “Make out with Lisa” she said and then they were both laughing. I didn’t want to make out with Lisa. She was not a pretty girl, rather she was fairly ugly, she was flat chested & was skinny as hell. not attractive at all. I told her “no!” “You have to do everything I say or I’ll tell the whole school that you jerk off in my underwear, and I’ll tell mom that you tried to have sex with me”. she looked very serious. I slid next to Lisa & began kissing her. My sister laughed as I made out with her butt ugly friend. “and don’t stop until I tell you” she said. I was so relieved when the phone rang & it was Lisa’s mother telling her to come home.
After Lisa left my sister came to my room. She was topless & wearing her hot pink satin panties with black lace trim around the waist & legs. That was my favorite pair of her panties & I loved how she looked in them.
I was hard as a rock & very please to see her like this and excited that we were going to play again. she kneeled down between my legs & looked at my cock. “Do you want to fuck me” she asked. I nodded. “have you ever had sex before?” she asked as she lightly caressed my penis with a finger. I got harder as I shook my head. “Who would you fuck besides me” she asked. “What do you mean” I said. “Of all my friend’s. who would you fuck” she asked. For the next few minutes she kept asking me about which of her friend’s I would have sex with, naming them as I said yes or no when finally she asked “So, out of all of them, who would you fuck the most”. I replied, “you”. “but you can’t fuck me” she said as she turned & straddled herself over my cock & began rocking on my naked hard cock. I placed my hands on her hips & guided her back & forth on my dick. The sensation of the shiny satin rubbing my dick was making me want to cum. I so wanted to be inside her tight pussy. She pushed me back so I was laying on my back. she rocked a couple more times and then slid up so that she was sitting on my chest with her pussy right in my face, “eat me” she demanded. I began kissing her pussy through her panties. While I continued to make out with her underwear and little pussy she began reaching behind her & then she stroked my cock until I cummed in her hand.
I loved the smell of her pussy and desperately wanted to place my cock deep inside her. I continued sucking her pussy until she told me to stop and then she left the room.